Cargando…

Electrochemical oxidation of styrene to benzaldehyde by discrimination of spin-paired π electrons

The oxidation of styrene to benzaldehyde has been a considerable challenge in the electrochemical synthesis of organic compounds because styrene is more easily oxidized to benzoic acid. In this work, MnO(2) with an asymmetric electronic configuration is designed to discriminate the spin-paired π ele...

Descripción completa

Detalles Bibliográficos
Autores principales: Luo, Xiaoxue, Tang, Xiaoxia, Ni, Jingtian, Wu, Baijing, Li, Cunpu, Shao, Minhua, Wei, Zidong
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2023
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9930937/
https://www.ncbi.nlm.nih.gov/pubmed/36819863
http://dx.doi.org/10.1039/d2sc05913d
_version_ 1784889137198792704
author Luo, Xiaoxue
Tang, Xiaoxia
Ni, Jingtian
Wu, Baijing
Li, Cunpu
Shao, Minhua
Wei, Zidong
author_facet Luo, Xiaoxue
Tang, Xiaoxia
Ni, Jingtian
Wu, Baijing
Li, Cunpu
Shao, Minhua
Wei, Zidong
author_sort Luo, Xiaoxue
collection PubMed
description The oxidation of styrene to benzaldehyde has been a considerable challenge in the electrochemical synthesis of organic compounds because styrene is more easily oxidized to benzoic acid. In this work, MnO(2) with an asymmetric electronic configuration is designed to discriminate the spin-paired π electrons of styrene. One of these discriminated π electrons combined with reactive oxygen species (ROS), ˙OH, ˙OOH, etc., produced simultaneously on a MnO(2)/(Ru(0.3)Ti(0.7))O(2)/Ti bifunctional anode, to form benzaldehyde via Grob fragmentation, rather than benzoic acid. However, only benzoic acid is obtained from the oxidation of styrene on the anodes MOs/(Ru(0.3)Ti(0.7))O(2)/Ti, where MOs are other metal oxides with symmetric electronic configurations.
format Online
Article
Text
id pubmed-9930937
institution National Center for Biotechnology Information
language English
publishDate 2023
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-99309372023-02-16 Electrochemical oxidation of styrene to benzaldehyde by discrimination of spin-paired π electrons Luo, Xiaoxue Tang, Xiaoxia Ni, Jingtian Wu, Baijing Li, Cunpu Shao, Minhua Wei, Zidong Chem Sci Chemistry The oxidation of styrene to benzaldehyde has been a considerable challenge in the electrochemical synthesis of organic compounds because styrene is more easily oxidized to benzoic acid. In this work, MnO(2) with an asymmetric electronic configuration is designed to discriminate the spin-paired π electrons of styrene. One of these discriminated π electrons combined with reactive oxygen species (ROS), ˙OH, ˙OOH, etc., produced simultaneously on a MnO(2)/(Ru(0.3)Ti(0.7))O(2)/Ti bifunctional anode, to form benzaldehyde via Grob fragmentation, rather than benzoic acid. However, only benzoic acid is obtained from the oxidation of styrene on the anodes MOs/(Ru(0.3)Ti(0.7))O(2)/Ti, where MOs are other metal oxides with symmetric electronic configurations. The Royal Society of Chemistry 2023-01-27 /pmc/articles/PMC9930937/ /pubmed/36819863 http://dx.doi.org/10.1039/d2sc05913d Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Luo, Xiaoxue
Tang, Xiaoxia
Ni, Jingtian
Wu, Baijing
Li, Cunpu
Shao, Minhua
Wei, Zidong
Electrochemical oxidation of styrene to benzaldehyde by discrimination of spin-paired π electrons
title Electrochemical oxidation of styrene to benzaldehyde by discrimination of spin-paired π electrons
title_full Electrochemical oxidation of styrene to benzaldehyde by discrimination of spin-paired π electrons
title_fullStr Electrochemical oxidation of styrene to benzaldehyde by discrimination of spin-paired π electrons
title_full_unstemmed Electrochemical oxidation of styrene to benzaldehyde by discrimination of spin-paired π electrons
title_short Electrochemical oxidation of styrene to benzaldehyde by discrimination of spin-paired π electrons
title_sort electrochemical oxidation of styrene to benzaldehyde by discrimination of spin-paired π electrons
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9930937/
https://www.ncbi.nlm.nih.gov/pubmed/36819863
http://dx.doi.org/10.1039/d2sc05913d
work_keys_str_mv AT luoxiaoxue electrochemicaloxidationofstyrenetobenzaldehydebydiscriminationofspinpairedpelectrons
AT tangxiaoxia electrochemicaloxidationofstyrenetobenzaldehydebydiscriminationofspinpairedpelectrons
AT nijingtian electrochemicaloxidationofstyrenetobenzaldehydebydiscriminationofspinpairedpelectrons
AT wubaijing electrochemicaloxidationofstyrenetobenzaldehydebydiscriminationofspinpairedpelectrons
AT licunpu electrochemicaloxidationofstyrenetobenzaldehydebydiscriminationofspinpairedpelectrons
AT shaominhua electrochemicaloxidationofstyrenetobenzaldehydebydiscriminationofspinpairedpelectrons
AT weizidong electrochemicaloxidationofstyrenetobenzaldehydebydiscriminationofspinpairedpelectrons